It's difficult to say if this is a bug in grub, unless the bug is that
grub hangs when re-installing the bootloader.

But, to see if it hangs again, you could try reinstalling grub after booting 
from a CD. If you're booting from the live CD, running 
 
sudo grub-install /dev/sda

(assuming that is your one and only disk, which is generally the case on a MBP).
Or if you are booting from the 'alternate' CD, there is a menu option to 
reinstall grub. If the one doesn't work, try the other. And report if either 
one of them hang, or give you any other errors. 
Also, if you could post your current partition layout, that might help someone 
debug this, e.g.

sudo parted -l

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https://bugs.launchpad.net/bugs/759192

Title:
  grub failed to update on Natty

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