A £300 "Service" sounds like it should have been a "Full" inspection service, not just an oil change.
At the very least, if done service first, the inspection service should have identied anything which meant the car wasn't roadworthy and the OP informed of whar work needed doing before the MOT was attempted. After all, the whole point in paying someone to service your car is so you know it's safe to use on the road for the parts the average Joe public doesn't have the technical knowledge to check themselves.
As others have said, normal practice for older cars would be to do the MOT first. There's little point spending money replacing the oil, filters etc if the car turns out to have catastrophic corrosion for example.
Even a fast fit chain should be doing that I'd have thought - a possible reason not to would be if the OP had requested a very specific time for the work to be done by which didn't fit with the schedule of the MOT tester.
One way to avoid this in future is to offset the service and MOT by six months. It's less convenient as the car has a trip to the garage twice a year instead of once, but it does mean the car gets checked more often at no extra cost. It can also mean you get a bit more warning of what work will be coming up.
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