It may take a couple of goes for me to find out what's wrong here, but
let's get started.

Could you please show me the output of this command:

  sudo sh -x /usr/sbin/grub-mkconfig -o /boot/grub/grub.cfg

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

** Summary changed:

- package linux-image-2.6.32-22-generic 2.6.32-22.36 failed to install/upgrade: 
subprocess installed post-installation script returned error exit status 1
+ grub-probe: Not a directory

-- 
grub-probe: Not a directory
https://bugs.launchpad.net/bugs/589601
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