The correct arrangement for decreasing order of reactivity towards electrophilic substitution reactions of

I) Toluene

II) Benzene

III) Phenol    

IV) Chlorobenzene    

• Benzene having any activating group i.e OH,R etc under goes electrophilic substitution very easily as compared to benzene itself.
• Thus toluene, phenol undergo electrophilic substitution very readily than benzene.
  Chlorine with +E and +M effect (delocalized) deactivates the ring due to strong −I effect.So, it is difficult to carry out the substitution in chlorobenzene than in benzene.

III > I > II >IV