It is update-grub that adds new kernels to the menu, not grub-install,
which you should never need to run manually. Do you have grub-pc or
grub-efi installed?
** Changed in: grub2 (Ubuntu)
Status: New => Incomplete
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https://bugs.launchpad.net/bugs/1273054
Title:
grub-install fails when using external drive /dev/sdb
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