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Why isnt it using the one in usb:/boot/grub/#menu.lst?
Because you told it to do something else.
Computers are merely (very) fast idiots - no judgement, just obedience. How did you create the boot record on the USB ???.
In detail.
Please don't add (significant) info to an earlier post - it confuses things, and may get missed altogether.
Those (native) grub commands look like they should do the job.
Let me go find a (working) test box so I can try the same - non-Debian as it turns out, but that shouldn't matter in the broader context.
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