ok, found the issue. I think if you followed the zol ubuntu
administration guide
(https://github.com/zfsonlinux/zfs/wiki/Ubuntu-18.04-Root-on-ZFS), which
is only using a debootstrap, you are using mawk and not gawk, which is
why the regexp don't match and find your kernel.

Traditional ubuntu installations have gawk by default (higher priority
for the awk alternative), this is why we didn't spot it.

I'm unsure on how to fix those yet, but meanwhile, to unblock you, you
can install gawk.

** Summary changed:

- update-grub fails on zfs with root and boot datasets
+ update-grub fails on zfs with root and boot datasets when using mawk

** Changed in: grub2 (Ubuntu)
       Status: New => Triaged

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Title:
  update-grub fails on zfs with root and boot datasets when using mawk

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