Triphenylmethane $(I)$ is acidic because its conjugate base is stabilised by resonance.
Cyclopentadiene $(IV)$ is acidic because its conjugate base is aromatic.
Nitrobenzene is more acidic than benzene because nitro group is electron withdrawing. It will stabilise the conjugate base of benzene by - $I$ effect.
The correct order of acidity of the given compounds is $IV > V > I > II > III$.