This work describes the syntheses and antitumoral properties of five prenyl compounds from which antiproliferative activities were predicted by using the TOPS-MODE approach, a computational method for drug design. The syntheses of 2-(3-methylbut-2-enyloxy) acetophenone (2), 2-hydroxy-5-(3-methylbut-2-enyl) acetophenone (3), 2-hydroxy-3-(1, 1- dimethylallyl) acetophenone (4), and 5-(3-methylbut-2-enyl)-2-(3-methylbut-2-enyloxy) ...