I have the feeling that this portion of the grub-pc.postinst script is
causing the issue :
db_get grub-pc/install_devices
if [ -z "$RET" ]; then
# Reset the seen flag if the current answer is false, since
# otherwise we'll loop with no indication of why.
db_get grub-pc/install_devices_empty
if [ "$RET" = false ]; then
db_fset grub-pc/install_devices_empty seen false
fi
if db_input critical grub-pc/install_devices_empty; then
db_go
db_get grub-pc/install_devices_empty
if [ "$RET" = true ]; then
break
else
db_fset "$question" seen false
db_fset grub-pc/install_devices_empty seen false
fi
else
break # noninteractive
fi
else
break
fi
Here is the debug log of a normal (i.e. failed) update :
debconf (developer): starting /var/lib/dpkg/info/grub-pc.postinst configure
1.99-21ubuntu3.18
...
debconf (developer): <-- INPUT high grub-pc/install_devices
debconf (developer): --> 30 question skipped
debconf (developer): <-- GO
debconf (developer): --> 0 ok
debconf (developer): <-- GET grub-pc/install_devices
debconf (developer): --> 0
debconf (developer): <-- GET grub-pc/install_devices
debconf (developer): --> 0
debconf (developer): <-- GET grub-pc/install_devices_empty
debconf (developer): --> 0 true
debconf (developer): <-- INPUT critical grub-pc/install_devices_empty
debconf (developer): --> 30 question skipped
When install_devices_empty = true, no question is asked and so no chance
of fixing grub
When changing install_devices_empty to false we get :
debconf (developer): starting /var/lib/dpkg/info/grub-pc.postinst configure
1.99-21ubuntu3.18
....
debconf (developer): <-- INPUT high grub-pc/install_devices
debconf (developer): --> 30 question skipped
debconf (developer): <-- GO
debconf (developer): --> 0 ok
debconf (developer): <-- GET grub-pc/install_devices
debconf (developer): --> 0
debconf (developer): <-- GET grub-pc/install_devices
debconf (developer): --> 0
debconf (developer): <-- GET grub-pc/install_devices_empty
debconf (developer): --> 0 false
debconf (developer): <-- FSET grub-pc/install_devices_empty seen false
debconf (developer): --> 0 false
debconf (developer): <-- INPUT critical grub-pc/install_devices_empty
debconf (developer): --> 0 question will be asked
debconf (developer): <-- GO
--
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Bugs, which is subscribed to Ubuntu.
https://bugs.launchpad.net/bugs/1491894
Title:
lucid to precise to trusty upgrade may leave system unbootable
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https://bugs.launchpad.net/ubuntu/+source/grub2/+bug/1491894/+subscriptions
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