I've spent a bit of time trying to figure out such a contortion.
Unfortunately, the only ones I can think of that preserve the modern
feature set will also confuse older versions of os-prober in different
ways.  I think we'll just have to backport a patch for this as far as we
can, and you'll just have to upgrade os-prober on all systems where
update-grub is run.

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https://bugs.launchpad.net/bugs/1050774

Title:
  grub-script-check assert failure: *** glibc detected *** /usr/bin
  /grub-script-check: double free or corruption (!prev): 0x08210b38 ***

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