I've spent a lot of time discovering this issue, and now it is bugging
me every time there is an update of systemd, it wants to reinstall the
file again.

Actually this should be solved by making systemd-resolved a separate
package so it can actually be UNINSTALLED including files that disturb
other packages, instead of disabled...

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https://bugs.launchpad.net/bugs/1745463

Title:
  Disabling systemd-resolved breaks dhclient resolvconf integration

Status in resolvconf package in Ubuntu:
  Expired
Status in systemd package in Ubuntu:
  Confirmed

Bug description:
  To reproduce, mask resolved:
  sudo systemctl mask systemd-resolved.service

  ...then disable network-manager for ifupdown interfaces:
  $cat /etc/NetworkManager/NetworkManager.conf              
  [main]
  plugins=ifupdown,keyfile
  dns=default
  rc-manager=resolvconf

  [ifupdown]
  managed=false

  [device]
  wifi.scan-rand-mac-address=no

  ...and reboot.

  You'll note that resolvconf integration with dhclient is now broken.
  Interfaces listed in /etc/network/interfaces or
  /etc/network/interfaces.d/* will not provide DNS configuration in
  /etc/resolv.conf and /run/resolvconf/interfaces/.

  This is because /etc/dhcp/dhclient-enter-hooks.d/resolvconf defines
  "make_resolv_conf()" as a valid function for the BOUND case, but
  /etc/dhcp/dhclient-enter-hooks.d/resolved undefines it (who's nasty
  now, eh?) even though resolved is masked.

  The file existence check in the beginning of /etc/dhcp/dhclient-enter-
  hooks.d/resolved should be more thorough, i.e. it should ensure that
  resolved is enabled, rather than simply look for the existence of
  /lib/systemd/systemd-resolved. This works for me:

  -if [ -x /lib/systemd/systemd-resolved ] ; then
  +if [ -x /lib/systemd/systemd-resolved ] && systemctl -q is-enabled 
systemd-resolved ; then

  Arguably, /etc/dhcp/dhclient-enter-hooks.d/resolvconf should implement
  a similar check, looking for /run/resolvconf/enable-updates as a
  condition for meddling with DNS settings. If desired, I'll file a
  separate bug for that package.

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