Henry to broadcast with Rob and Bob possibly (6)
I believe the answer is:
hairdo
'bob possibly' is the definition.
(bob is a kind of hairdo)
'henry to broadcast with rob' is the wordplay.
'henry' becomes 'h' (synonyms).
'to broadcast' becomes 'air' (synonyms).
'with' means one lot of letters go next to another.
'rob' becomes 'do' (I've seen this in other clues).
'h'+'air'+'do'='HAIRDO'
'and' acts as a link.
(Other definitions for hairdo that I've seen before include "Arrangement of locks" , "Barnet" , "Bob, for one" , "Possibly a DA" , "Bob, perm or bouffant" .)