How to automatically add page numbers on the contents page for a combined pdf

I'm combining multiple documents for board papers all year round and I was wondering if there is a trick to adding page numbers automatically to my Agenda/ table of contents pages once combined in Adobe pro?

Often the pdfs I'm creating are over 100 pages and I manually trawl through the combined files typing on the content page the page number that each attachment is on but having a way to automatically do this would be life changing.

i.e Content Page will look like the below

Item 1                        p. 2

Item 2                       p. 10

Item 3                       p. 25

Item 4                       p. 30

Item 5                       p. 32

Item 6                       p. 35

Item 7                       p. 43

Item 8                       p. 50