Thank you for taking the time to report this bug and help to improve
Ubuntu.
>From the description of your problem, when you reordered the sequence of
entries in menu.lst you almost certainly placed your Windows XP boot
entry within the block bounded by the lines "### BEGIN AUTOMAGIC KERNELS
LIST" and "### END DEBIAN AUTOMAGIC KERNELS LIST". It is important that
you place your non-Ubuntu boot entries outside this auto-managed section
of menu.lst (i.e., before the start of the section, for an option that
you want to be the default boot option).
For Ubuntu 8.04 LTS, the update-grub script has been fixed so that, if
you do add boot options to the "automagic" list, they will not be
overwritten without confirmation. This is bug #21412.
** Changed in: grub (Ubuntu)
Status: New => Fix Released
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menu.lst damaged after upgrade
https://bugs.launchpad.net/bugs/227091
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