I did add an entry with two /boot/grub/grub.cfg files and one did
include my 40_custom file. That file did include "This" but in the first
comment line as shown below:

### BEGIN /etc/grub.d/40_custom ###
# This file provides an easy way to add custom menu entries.  Simply type the
# menu entries you want to add after this comment.  Be careful not to change
# the 'exec tail' line above.
menuentry 'Xubuntu 18.04' --class ubuntu --class gnu-linux --class gnu --class 
os $menuentry_id_option 'gnulinux-simple-93b2f0baee676e9a' {

I scanned /boot/grub/grub.cfg on "This" and it only occurs in comment
lines. The grub.cfg.new completely misses those text-includes from
40_custom, as I would expect. But it did include booting from Linux 5.2.

I had the same problem, when upgrading the last of my three Ubuntus,
that one also booted from Linux 5.0. The first upgrade went OK without
problems. Maybe it started to go wrong after I upgraded one of the two
datapools. That datapool could not be mounted or imported anymore. The
second and third upgrade went wrong, any relation?

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Packages, which is subscribed to zfs-linux in Ubuntu.
https://bugs.launchpad.net/bugs/1843222

Title:
  Old Linux version booted after upgrade to Ubuntu 19.10

Status in zfs-linux package in Ubuntu:
  New

Bug description:
  I have a triple boot with the following systems:
  - Xubuntu 19.10 from zfs 0.8.1
  - Ubuntu Mate 18.04.3 from zfs 0.7.12
  - Ubuntu 19.10 from ext4

  Upgrading the first system Xubuntu to 19.10 worked fine and I was very happy 
with the almost perfect result and the nice grub-menu.
  Upgrading to Ubuntu 19.10 created the following problems:
  - That system booted after the upgrade to Ubuntu 19.10 in Linux 5.0 with zfs 
0.7.12
  - All grub entries with the ZFS systems disappeared and the whole nice 
grub-menu was gone.

  Running update-grub and grub install; I did see the Linux 5.2 version
  appear, but it still booted from 5.0.

  There were some error messages about mounting/importing during the zfs
  part of the upgrade, but they were the same as the ones during the
  Xubuntu upgrade and that upgrade worked perfectly.

  ProblemType: Bug
  DistroRelease: Ubuntu 19.10
  Package: zfsutils-linux 0.8.1-1ubuntu11
  ProcVersionSignature: Ubuntu 5.0.0-27.28-generic 5.0.21
  Uname: Linux 5.0.0-27-generic x86_64
  NonfreeKernelModules: zfs zunicode zavl icp zcommon znvpair
  ApportVersion: 2.20.11-0ubuntu7
  Architecture: amd64
  CurrentDesktop: ubuntu:GNOME
  Date: Mon Sep  9 01:37:21 2019
  InstallationDate: Installed on 2019-03-10 (183 days ago)
  InstallationMedia: Ubuntu 18.04.2 LTS "Bionic Beaver" - Release amd64 
(20190210)
  SourcePackage: zfs-linux
  UpgradeStatus: Upgraded to eoan on 2019-09-09 (0 days ago)
  modified.conffile..etc.sudoers.d.zfs: [inaccessible: [Errno 13] Permission 
denied: '/etc/sudoers.d/zfs']

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