[Bug 1969353] Re: Apt/Grub issue with 22.04 Upgrade (Missing libcrypto.so.1.1)

[Simon Chopin]

I looked into the details, and my conclusions are that the grub-
customizer package has a completely broken removal/upgrade story.

The package only installs some binaries, without any custom maintainer
scripts or fancy things. Once you run the main program, it goes and
modifies the /etc/grub.d scripts automatically for you to customize them
as specified. That part already feels weird to me, but wouldn't
necessarily cause problems.

However, there are some customizations that are apparently not doable by
simply editing the existing configuration scripts. For those, the
program moves all existing conf scripts out of the way, and instead
installs "proxy scripts" written in a custom language that basically
filter the output of the original scripts. The language interpreter is a
standard ELF binary with standard dynamic linking, which seems to need
the whole Qt stack for some reason. Said interpreter is copied to
/etc/grub.d/bin/grubcfg_proxy, presumably so that the system keeps
working even if the user uninstalls grub-customizer.

That logic is actually broken, since removing the grub-customizer
package might lead to the removal of its dependencies, e.g. the Qt
stack, leading to a broken binary.

My suggestion for the path forward would be to patch the application to
have /etc/grub.d/bin/grubcfg_proxy be a shell script that invokes the
dpkg-managed proxy if it's available, else prints out a warning and
executes the original script. We couple that with a post-rm maintainer
script that ensures that the /etc-installed script is the one from the
current version of the package. We'd need to SRU this to Impish, Focal,
and Jammy.

That wouldn't fix every issue with the package, notably leaving the
purge situation still broken, but at least that'd fix the problem at
hand.

Thoughts?

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https://bugs.launchpad.net/bugs/1969353

Title:
  Apt/Grub issue with 22.04 Upgrade (Missing libcrypto.so.1.1)

Status in grub-customizer package in Ubuntu:
  New
Status in ubuntu-release-upgrader package in Ubuntu:
  New

Bug description:
  I would like to report an issue with the final phase of the upgrade to
  22.04 (the final package cleanup) where it tries to update grub after
  removing some older kernels but fails due to a missing file
  (libcrypto.so.1.1) - See details in the log attached.

  I was unable to fix this using apt alone since it abolutely wants to
  fix this. I identified that the missing file was part of the libssl
  package. I added Impish-Security back into the sources.list but I
  still couldn't install libssl1.1 as apt wanted to update grub first
  for some reason.

  For anyone with this issue, I managed to fix it eventually by
  downloading the libssl deb manually and running 'sudo apt --fix-broken
  install'.

  I don't know for sure where the issue comes from but this was a farly
  recent install of Ubuntu 21.10. I can see that libssl existed up to
  Impish only so it's either a temporary issue and it will be added
  between now and the upgrade date, or the package has been removed and
  some other people may face the same problem.

  ProblemType: Bug
  DistroRelease: Ubuntu 22.04
  Package: ubuntu-release-upgrader-core 1:22.04.9
  ProcVersionSignature: Ubuntu 5.15.0-25.25-generic 5.15.30
  Uname: Linux 5.15.0-25-generic x86_64
  ApportVersion: 2.20.11-0ubuntu82
  Architecture: amd64
  CasperMD5CheckResult: pass
  CrashDB: ubuntu
  CrashReports:
   640:1000:123:6404482:2022-04-18 14:59:09.480963945 +0800:2022-04-18 15:37:28.386895744 +0800:/var/crash/_usr_bin_gnome-control-center.1000.crash
   600:0:123:801423:2022-04-18 15:23:35.872834781 +0800:2022-04-18 15:37:28.402892412 +0800:/var/crash/linux-image-5.13.0-39-generic.0.crash
   640:0:123:395731:2022-04-18 16:31:42.762021782 +0800:2022-04-18 16:31:42.434015345 +0800:/var/crash/_bin_brltty.0.crash
  CurrentDesktop: ubuntu:GNOME
  Date: Mon Apr 18 17:25:32 2022
  InstallationDate: Installed on 2022-04-06 (11 days ago)
  InstallationMedia: Ubuntu 21.10 "Impish Indri" - Release amd64 (20211012)
  PackageArchitecture: all
  SourcePackage: ubuntu-release-upgrader
  Symptom: release-upgrade
  UpgradeStatus: Upgraded to jammy on 2022-04-18 (0 days ago)
  VarLogDistupgradeXorgFixuplog:
   INFO:root:/usr/bin/do-release-upgrade running
   INFO:root:No xorg.conf, exiting

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