I wonder if this might be related to not rebooting after installing a
VPN plugin?

Also, if those are carried over from a previous install (e.g. you kept
your /home across a reinstall), then please make sure you install the
VPN plugin required for this type of connection; your options are within
network-manager-vpnc, network-manager-pptp, network-manager-openvpn.

** Changed in: network-manager-applet (Ubuntu)
       Status: New => Incomplete

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https://bugs.launchpad.net/bugs/845044

Title:
  VPN configuration does not work for first VPN connnection

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