I believe the problem you are experiencing is that you have not updated
the Automagic Kernels List in the grub config. Every time your kernel
gets updated, it uses these settings to re-generate your list of
kernels.

If you edit the Automagic Kernels List which is Located just above the
list of kernels, it should solve your problem.

Note the list is meant to be hashed out, in that section double hashes
form comments.

** Changed in: ubuntu
       Status: New => Incomplete

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Unable to boot Ubuntu server after update/upgrade
https://bugs.launchpad.net/bugs/321603
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