Had this problem when I installed the latest kernel in Jaunty. At the
end of the install I accepted the default of keeping the existing Grub
menu. Big mistake. update-grub would not add the new kernel to the
menu.lst. Spent 2 days trying various solutions proposed in forums.

Finally found a simple solution. Remove /boot/grub/menu.lst. "sudo rm 
/boot/grub/menu.lst" It will then offer to recreate a new menu.lst. Now run 
"sudo update-grub" Reboot and it will load the new kernel. Confirmed with uname 
-a 
Only odd thing is you will need to hit escape quickly to see the entire boot 
list, but that's OK as it saves a step and boot is faster. If you have a duel 
boot and need time to select a different kernel or OS there is probably some 
way to modify this and set a time out. 

Solved my problem.

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update-grub not updating menu.lst
https://bugs.launchpad.net/bugs/202009
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