Two prenylated acetophenones were synthesized using 3-methyl-2-buten-1-ol under nitrogen conditions to minimize oxidative side product(s) and efficient prenylation on positions 3 and 5 of the dihydroxy acetophenone. The synthesis was achieved in low yields of 6.25% and 10.0% for compounds (I) and (II) respectively. The two compounds passed Lipinski's rule as revealed in table . This shows the compounds would be orally bioavailable. Oral bioavailability is an important parameter in drug design as it reduces drug failure resulting from poor pharmacokinetic profile.