For me it's definitely not a disk space problem. I have 9GB available. 
Furthermore it's not the number of old kernels in the menu.lst .. there are 
only two. 

probably its my setting of the default booted kernel. 
default is set to "saved". 

@Thad: as a beginner you should not do this manually. but if you want to: 
1. look in your /boot/grub/menu.lst there are all the entries which you see in 
the boot menu .. you can just edit them
2. the kernels and additional data is in /boot .. 

alternatively you should give the startupmanager package a try.

-- 
package linux-image-2.6.27-11-generic 2.6.27-11.27 failed to install/upgrade: 
subprocess post-installation script returned error exit status 2
https://bugs.launchpad.net/bugs/323411
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