Running the test case from the bug description for a yakkety container,
this is the behavior I see with the yakkety-updates version of nplan:

-- Logs begin at Thu 2017-04-20 05:38:36 UTC, end at Thu 2017-04-20 05:40:08 
UTC. --
Apr 20 05:38:36.302406 y1 systemd[1]: Started Nameserver information manager.
Apr 20 05:38:36.570955 y1 systemd[1]: resolvconf.service: Failed to reset 
devices.list: Operation not permitted
Apr 20 05:38:37.434155 y1 systemd[1]: systemd-networkd-wait-online.service: 
Failed to reset devices.list: Operation not permitted
Apr 20 05:38:37.434853 y1 systemd[1]: Starting Wait for Network to be 
Configured...
Apr 20 05:38:37.443689 y1 systemd-networkd-wait-online[218]: ignoring: lo
Apr 20 05:38:37.564242 y1 systemd[1]: systemd-networkd-wait-online.service: 
Failed to reset devices.list: Operation not permitted
Apr 20 05:38:37.564969 y1 systemd[1]: resolvconf.service: Failed to reset 
devices.list: Operation not permitted
Apr 20 05:38:50.119398 y1 systemd[1]: Started Wait for Network to be Configured.
Apr 20 05:38:50.120176 y1 systemd[1]: Reached target Network is Online.
Apr 20 05:38:50.132004 y1 systemd[1]: systemd-networkd-wait-online.service: 
Failed to reset devices.list: Operation not permitted

That doesn't appear to match the expected "bad" behavior.  Ryan, do you
know what I'm missing here?

I'm assuming it's a container permissions error, and give a VM a try.

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https://bugs.launchpad.net/bugs/1649931

Title:
  systemd-networkd needs to ensure DNS is up before network-
  online.target

Status in resolvconf package in Ubuntu:
  Fix Released
Status in systemd package in Ubuntu:
  Fix Released
Status in resolvconf source package in Xenial:
  Fix Released
Status in systemd source package in Xenial:
  Fix Committed
Status in resolvconf source package in Yakkety:
  Fix Committed
Status in resolvconf package in Debian:
  Fix Committed

Bug description:
  Currently resolvconf and systemd-networkd don't ensure DNS has been
  configured before allowing network-online.target to be reached.

  This was discussed in https://launchpad.net/bugs/1636912 however it
  was not a regression since there aren't any users of networkd + DNS
  early in boot at this time, it was requested that we move this DNS
  issue to a separate bug.

  [SRU]
  Fix: switch resolvconf.service to run Before=network-pre.target and add 
Wants=network-pre.target.  Add a Before=network-online.target to 
systemd-networkd-resolvconf-update.service to ensure we update /etc/resolv.conf 
with DNS config prior to reaching network-online.target.

  Regression potential: Low. networkd is not widely being used outside
  of netplan/snappy in xenial.

  Test Case:
    lxc launch ubuntu-daily:xenial x1
    lxc exec x1 /bin/bash

    # make sure you're on systemd-229-4ubuntu17
    apt update && apt install -y systemd

    # enable networkd and netplan
    apt install -y nplan
  cat <<EOF > /etc/netplan/nplan.yaml
  network:
      version: 2
      ethernets:
          all-en:
              match:
                  name: "en*"
              dhcp4: true
          all-eth:
              match:
                  name: "eth*"
              dhcp4: true
  EOF
    sed -i.orig -e 's/^source/# source/' /etc/network/interfaces

    netplan generate

    # make sure cloud-init.service uses networkd
    sed -i.orig -e '/After=networking.service/a 
After=systemd-networkd-wait-online.service' 
/lib/systemd/system/cloud-init.service

    reboot

    # check that the order of execution with:
    journalctl -o short-precise --unit resolvconf.service --unit 
network-online.target --unit systemd-networkd-wait-online.service --unit 
systemd-networkd-resolvconf-update.service

    # the order should be:
      1. resolvconf:  systemd[1]: Started Nameserver information manager.
      2. systemd-networkd-wait-online.service:  systemd[1]: Starting Wait for 
Network to be Configured...
      3. systemd-networkd-resolvconf-update.service: systemd[1]: Started Update 
resolvconf for networkd DNS.
      4. network-online.target: systemd[1]: Reached target Network is Online.

  === BAD OUTPUT ===
  On a failing system, Reached target Network is Online occurs before (1, 2, or 
3) above, like this output:

  Dec 15 19:18:15.233443 x4 systemd[1]: Started Nameserver information manager.
  Dec 15 19:18:15.797857 x4 systemd[1]: Starting Wait for Network to be 
Configured...
  Dec 15 19:18:15.799573 x4 systemd-networkd-wait-online[145]: ignoring: lo
  Dec 15 19:18:15.804949 x4 systemd-networkd-wait-online[145]: ignoring: lo
  Dec 15 19:18:15.805079 x4 systemd-networkd-wait-online[145]: ignoring: lo
  Dec 15 19:18:29.100305 x4 systemd[1]: Starting Update resolvconf for networkd 
DNS...
  Dec 15 19:18:29.101870 x4 systemd[1]: Started Wait for Network to be 
Configured.
  Dec 15 19:18:29.102144 x4 systemd[1]: Reached target Network is Online.
  Dec 15 19:18:29.212842 x4 systemd[1]: Started Update resolvconf for networkd 
DNS.

  === GOOD OUTPUT ===
  On a passing system, Reached target Network is Online occurs after 1, 2, and 
3.

  Dec 15 19:28:42.548545 x4 systemd[1]: Started Nameserver information manager.
  Dec 15 19:28:43.144389 x4 systemd[1]: Starting Wait for Network to be 
Configured...
  Dec 15 19:28:43.146155 x4 systemd-networkd-wait-online[145]: ignoring: lo
  Dec 15 19:28:56.081487 x4 systemd[1]: Started Wait for Network to be 
Configured.
  Dec 15 19:28:56.100353 x4 systemd[1]: Starting Update resolvconf for networkd 
DNS...
  Dec 15 19:28:56.124005 x4 systemd[1]: Started Update resolvconf for networkd 
DNS.
  Dec 15 19:28:56.124555 x4 systemd[1]: Reached target Network is Online.

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