It's grammatically possible, but it's a bit weird on the ear.

Some prepositions, especially those related to time, don't easily tolerate stranding.
You work till what time? becomes Till what time do you work? (not stranding the preposition at the end)
Or, with stranding: What time do you work till?
till just doesn't work well when stranded at the end. Nor does its "opposite" since.
What time have you been working since? is thus awkward, while Since what time have you been working? is not quite so awkward.
In any case, most of these are handled by native speakers through rephrasing:
What time do you get off work? (??What time do you work till?)
What time did you start working? (??What time have you been working since?)
CJ