I do understand what you're saying OP, but really, you can make this a bit better. Find some yoghurt before you start so you have it there for the ones who say they can't take a pill unless it's with yoghurt, even if that's only one person. It might be annoying to have to do that, but it's quicker than a long discussion or argument about 'I need yoghurt, I can't take them without yoghurt, I want yoghurt'. It will take you 2 minutes rather than 10 to give the pills if you have the yoghurt there. Get some apple puree too, get whatever you think you might need before you start so you're not constantly running back and forth.
If a resident is going to complain and have a tantrum and throw their O2 on the floor, you're better off preventing that than dealing with it. Honestly, it's easier and it's quicker. Sometimes you can't, I know that, but if in general you DO try to do things the way the resident wants, 90% of these difficult ones will cut you some slack on the days when it just doesn't work out and you can't get there at the right time or there really is no yoghurt or whatever it is. I'm not saying you should allow yourself to be manipulated by threats of misbehaviour, just choose your battles. You don't want to win the battle but lose the war and sometimes if you build a relationship first, you then have a starting point for some discussions about what is reasonable and what isn't, what you can do and what you can't do, that sort of thing.
Unfortunately I have seen nurses who get their back up straight away with residents like these and will deliberately NOT give the pain pill first, or will refuse to get the yoghurt (even whey they could without too much effort) because 'why should he/she get away with it'. You can actually see the havoc this causes and feel the tension in the air, the residents are all on edge and the nurse is cranky and fed up.
Another thing to think about is it is possible to rearrange things so you don't have to wake people up for their medications? That sounds crazy. The first thing I do when I wake up is get up and go to the toilet - there are some people who will just go back to sleep, but it's not so strange that many will want to get up.
Have you been doing this for a while or are you fairly new to the shift or the facility? It will get better when you get to know everyone's little quirks and get a bit of a routine happening.
The ones who want to talk are bit harder. I try to spend as much time as I can but we all know how that goes, there's never going to be enough time. Sometimes all you can do is say 'I'm really sorry, I have to get going now, I'll try to pop back in later'. If it's possible to go back, try to do that..... easier said than done I know.
Good luck, I hope things improve!