Well done for loooking at the worst case you have thought of a lot, any experience i talk about is from 2007/2008 i was sentenced to three years (image related) served 18mths, lucky for me all in the same London prison so i was close to family.
Your list is good, you might not get to keep all of it, but what they don’t let you keep they will store.
As a standard prisoner you will have to wear standard prison clothes ( you can wear your own under ware, socks, shoes,)
When you become an enhanced prisoner then you are permitted to ware your own cloths.
Do not take any cans that are aerosol, take roll on deodorant, shaving brush, shaving cream, etc
Clothes (no black or white, correct and nothing outlandish keep it neutral
- tshirts x 10
- socks x 10
- pants x 10
- jumper (x2)
- jeans? (not dark or black) keep it blue i would say
- good towel x 2
- flannel x 2
- toothbrush (electric or manual?) I would say a manual one
- trackies x 2
- several books? Good idea
- shaver (non rechargeable batteries or mains powered) I would say you are better with a wet razor, shaving cream and brush, the reason i say this is that depending on the reception staff interpretation of the electric razor, if they believe the power card can be used to charge a mobile phone then they wont let you have it. So take a few packets of razors as the canteen price is daylight robbery
- decent amount of cash for prison account, good idea, back in 2008 you could also right to your bank and ask them to make a cash transfer as well. The prison confirms to them that you are there, they did in 2008 any way.
Power of attorney (for best friend - if he is still around after I tell him and happy to help)
How to end tenancy while still in non break period?
Gas readings and get out of my name
Water reading and get out of my name (and how to get credit back since it's in credit when inside)
Electricity reading and get out of my name (and hot to get credit back since in credit when inside)
You might also want to think of taking some of the following
pad of paper
envelopes, standard and a4 size
a few books of first and send class stamps and a book of large letter stamps.
A small battery handheld radio and ear phones (helps pass the time)
AA batteries and AAA batteries depending on the ones your radio uses, again canteen prices are daylight robbery
If your on medication or under any hospital treatment take this information with you
You are correct that when you get to reception i would advise you sign on the rule to be placed on the VPU, any good reception officer would advise this to you from experience the VPU is a much more settled environment (it was back in 2008) as most of the residents are either elderly, professional, educated people that just want to keep there head down and get through their sentence. The small minority that are on there to keep away from the debt collectors on the main wing soon learn that if they cause trouble they are placed back on the main wing or down the block. Back when i was in prison it was very rear to hear a whistle or alarm on the wing.
As well as keeping your head down and getting through your time, get a job and enrol in what ever education and evening classes you can, it keeps you out of the cell and your mind active
Hope this helps, if you have any other questions just ask