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start on the longer distance to get your base miles in, then naturally your times will also come down on the others.
This seems to work quite well for me, but I think it depends on a lot of things. For example, I've managed to run 5k (track), HM and marathon PBs in the same month, all off the peak end of marathon training (i.e. the 5k and HM were during taper), but that's because Autumn marathon training essentially involved racing myself fit with shorter races and regular interval work over the Summer, topped up with some long runs and big peak mileage in August. If your priority was, say, the marathon, but you weren't used to regular interval training, you might be better off concentrating on building up the mileage and keeping it mostly easy paced. You still might bag some shorter distance PBs along the way, especially if you're rapidly improving your aerobic fitness just by increasing your training volume.
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PhilPub
I'd be keen to know the same. I've set myself targets times for 5km, 10km, and now, a HM. I'm doing a garmin HM training plan at the moment, which is the first time I've done structured training (I'm a casual runner, I flick between this and cycling without proper focus on either).
I figured the other way round though - start on the longer distance to get your base miles in, then naturally your times will also come down on the others. Afterwards I'll then focus on the 10km and finally the 5km. Seems mentally easier too to get the biggun done first. But no idea if that's sound logic