I have also run into this problem. On my system Windows started out as
option "4" on GRUB2, so I changed /etc/defaults/grub to reflect this and
ran "sudo update-grub". All went well until the first kernel update,
which added the "Previous kernels" entry and bumped Windows down a
notch. My computer would then default to the memory check instead of
Windows. Updating the grub configuration file to default to entry "5"
fixes this issue.

This bug occurs using GRUB 2 on Ubuntu 12.04 LTS.

I see two possible solutions to this problem:

1. As the original poster suggested, create an empty "Previous kernels"
entry in the GRUB menu at install time to avoid it bumping entries
later.

2. Force the "Previous kernels" entry to be the last menu item displayed
in the GRUB boot menu, which will leave the existing menu items in their
proper places.

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https://bugs.launchpad.net/bugs/822644

Title:
  "Previous Kernels" Entry should be there even from clean install to
  avoid breaking boot entries

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