The schemes below give possible syntheses of the targets. There are of course other variations. The first part for each compound gives a "retro-synthesis", the "plan" and then the required forward synthesis with reagents is given. Red arrows try to show carbon-carbon bond forming reactions, blue arrows are functional group manipulations. The blue text rationalise the retrosynthetic analysis and information about important reactions are given in green.
(note that there are several good alternatives for this compound, for example, the bromide and the ketone could switch sides, or Wittig reactions could be used, see below for an example of that)
(note: alternative first steps would be to convert the alkene to the alkyl chloride with HCl then use AlCl3 for the Friedel-Crafts alkylation or to hydrate the alkene to the alcohol then use acid for the alkylation)