Testing help document(without repetition), which can be opened in 4 different ways.

I have 4 ways to open a help document. My team lead asked to test the help document by opening via 4 different ways, asked to test the help every time again and again.
Is this method good? No is the answer.

We can test the 4 ways of opening help. Then test the help document once. Hereby we save a lot of time and effort.