bbArdvaark- If at all possible you need to fit the drivetrain components all at the same time. The individual components (inc. the chain) will ‘wear’ to fit the most used component. This means that a brand new chain and casette will not mesh properly with a too-worn chainring and vice-versa. Chainrings, chains and cassettes need replacing at different intervals. It is the chain that is the common link (excuse the pun, not intended) between front and back so keeping it in tip top condition/ replacing it is a good plan as it is generally the cheapest component of the system.
FWIW- I run a shimano steel granny- I use it a lot. I’m a wussy wimp riding big nasty hills. The rest of the front end is Middleburn hardcote. About as much longevity as is possible from aluminium.
SRAM PC991? chain. Bought 10 in bulk ages ago, MUCH cheaper that way. Get a consortium of mates together?
SRAM XT equivalent (X.9?) cassette- again multiple buy with mates for discounts.
I’ve heard it said that a cassette will last three times as long as a chain. If replacing the big ring up front I will generally do the same with the chain. But the touchstone is the the condition of the chain. I use a ParkTools chain checker. I replace before 1% wear. Works a treat for me.