I have found this to happen upgrading from Xubuntu 8.10 to Xubuntu
Jaunty Jackalope. I have three hard drives installed, all PATA. I
installed Xubuntu 8.10 to sdc, before installing jaunty to sdb. When I
run the upgrade, all items upgrade as expected with no errors. When the
system is restarted, the grub menu has not changed from before the
upgrade. Selecting sdc to boot into from the menu does boot into Jaunty
on sdc, but the grub menu is never updated. All installations have been
told to install grub to the MBR of the first boot device.

I believe there is enough information to confirm this report.

** Changed in: grub (Ubuntu)
   Importance: Undecided => Medium
       Status: Incomplete => Triaged

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menu.lst not updated after kernel update
https://bugs.launchpad.net/bugs/290140
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