Public bug reported:

resolv.conf holds after boot:
nameserver 127.0.0.53
options edns0
[...]

Trying to resolve google.com just leads to nothing. Same for any address you 
try to resolve. Systemd just does not forward to the given resolver address in 
/etc/systemd/resolved.conf:
[Resolve]
DNS=172.18.8.1
#FallbackDNS=
Domains=bfs.de bfs.intern lab.bfs.de rodos.bfs.de
#LLMNR=no
#MulticastDNS=no
#DNSSEC=no
#DNSOverTLS=no
#Cache=yes
#DNSStubListener=yes
#ReadEtcHosts=yes

Copying the address given vor variable DNS in /etc/systemd/resolved.conf
to nameserver in /etc/resolve.conf makes everything working immediately.

ProblemType: Bug
DistroRelease: Ubuntu 19.10
Package: systemd 242-7ubuntu3
ProcVersionSignature: Ubuntu 5.3.0-19.20-generic 5.3.1
Uname: Linux 5.3.0-19-generic x86_64
ApportVersion: 2.20.11-0ubuntu8.2
Architecture: amd64
Date: Wed Nov 13 10:23:18 2019
InstallationDate: Installed on 2019-09-09 (64 days ago)
InstallationMedia: Xubuntu 19.04 "Disco Dingo" - Release amd64 (20190416)
Lsusb:
 Bus 002 Device 003: ID 0e0f:0002 VMware, Inc. Virtual USB Hub
 Bus 002 Device 002: ID 0e0f:0003 VMware, Inc. Virtual Mouse
 Bus 002 Device 001: ID 1d6b:0001 Linux Foundation 1.1 root hub
 Bus 001 Device 001: ID 1d6b:0002 Linux Foundation 2.0 root hub
MachineType: VMware, Inc. VMware Virtual Platform
ProcEnviron:
 LANGUAGE=de_DE
 TERM=screen
 PATH=(custom, no user)
 LANG=de_DE.UTF-8
 SHELL=/bin/bash
ProcKernelCmdLine: BOOT_IMAGE=/@/boot/vmlinuz-5.3.0-19-generic 
root=UUID=f99c1b40-4de7-4f4c-9d3f-c32918aa952c ro rootflags=subvol=@ quiet 
splash
SourcePackage: systemd
UpgradeStatus: No upgrade log present (probably fresh install)
dmi.bios.date: 07/29/2019
dmi.bios.vendor: Phoenix Technologies LTD
dmi.bios.version: 6.00
dmi.board.name: 440BX Desktop Reference Platform
dmi.board.vendor: Intel Corporation
dmi.board.version: None
dmi.chassis.asset.tag: No Asset Tag
dmi.chassis.type: 1
dmi.chassis.vendor: No Enclosure
dmi.chassis.version: N/A
dmi.modalias: 
dmi:bvnPhoenixTechnologiesLTD:bvr6.00:bd07/29/2019:svnVMware,Inc.:pnVMwareVirtualPlatform:pvrNone:rvnIntelCorporation:rn440BXDesktopReferencePlatform:rvrNone:cvnNoEnclosure:ct1:cvrN/A:
dmi.product.name: VMware Virtual Platform
dmi.product.version: None
dmi.sys.vendor: VMware, Inc.
mtime.conffile..etc.systemd.resolved.conf: 2019-09-24T10:52:27.095603

** Affects: systemd (Ubuntu)
     Importance: Undecided
         Status: New


** Tags: amd64 apport-bug eoan

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https://bugs.launchpad.net/bugs/1852411

Title:
  systemd resolver not working

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