update-grub is not upstream code, please do not submit this bug
upstream.

Some options for workarounds:

- put Windows first in the grub menu before the "AUTOMAGIC KERNELS LIST" block, 
and set 'default 1' so that grub boots the second option by default
- configure grub to boot via the vmlinuz and vmlinuz.old symlinks, and disable 
update-grub in /etc/kernel-img.conf so that menu.lst can be managed entirely by 
hand.

-- 
putting Windows in second does not work after an update
https://bugs.launchpad.net/bugs/191738
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