Before this upgrade attempt, I had added the following entries to my
/etc/kernel-img.conf file to try to force the system to integrate the
new kernel (which doesn't seem to happen automagically):

postinst_hook = update-grub
postrm_hook = update-grub

I thought that update-grub on GRUB 2 systems was supposed to be an
alias/symlink to grub-mkconfig, but apparently that's not the case?
Running grub-mkconfig manually fixed the "problem", and I've changed the
hooks to point directly to that.

-- 
package linux-image-2.6.31-17-generic 2.6.31-17.54 failed to install/upgrade: 
subprocess installed post-installation script returned error exit status 1
https://bugs.launchpad.net/bugs/504056
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