As alkene is more reactive than alkyne due to longer bond length bromination will occur at double bond (C1) first
Thus the product formed will be as follows,
CH2 = CH CH2-C≡CΗ + Br2 ---------> BrCH2-CH(Br)-CH2-C≡CΗ
(Note: If bromine is in excess, then only it will attack the triple bond and give addition product but it will be very unstable hence not shown)