I have xubuntu 9.10 installed with wubi. After regular kernel update
(2.6.31-15) grub fail booting default kernel with message "load kernel
first". I still can boot system using record for 2.6.31-14 in grub. Grub
boot sequence for 2.6.31-14 and 2.6.31.15 are identical (see
attachment).

Wubi installs linux into hdd image file which is placed on standard windows 
filesystem (in my case, ntfs). So linux is booted with loop option (maybe this 
is the key). I reproduce all booting steps with grub command line and 
everything is ok until I run 
linux /boot/vmlinuz-2.6.31-15-generic root=/dev/sda5 
loop=/ubuntu/disks/root.disk ro 
which shows me "error: invalid magic number" and fails boot. 

** Attachment added: "Grub2 config file"
   http://launchpadlibrarian.net/37006737/grub.cfg

-- 
Ubuntu Server 9.10 (karmic): grub2: error: invalid magic number
https://bugs.launchpad.net/bugs/487689
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