A paradigm developed in the 1970s thatIpsbark beetles biosynthesize their aggregation pheromone components ipsenol and ipsdienol by hydroxylating myrcene, a host tree monoterpene. Similarly, hostα-pinene was hydroxylated to a third pheromone componentcis-verbenol. In 1990, however, we reported that amounts of ipsenol and ipsdienol produced by maleIps paraconfusus(Coleoptera: Scolytinae) feeding in five host pine species were nearly the same, even though no detectable myrcene precursor was detected in one of these pines (Pinus sabiniana). Subsequent research showed ipsenol and ipsdienol are also biosynthesized from smaller precursors such as acetate and mevalonate, and thisde novopathway is the major one, while host tree myrcene conversion by the beetle is the minor one. We report concentrations of myrcene,α-pinene and other major monoterpenes in five pine hosts (Pinus ponderosa,P. lambertiana,P. jeffreyi,P. sabiniana, andP. contorta) ofI. paraconfusus. A scheme for biosynthesis of ipsdienol and ipsenol from myrcene and possible metabolites such as ipsenone is presented. Mass spectra and quantities of ipsenone are reported and its possible role in biosynthesis of aggregation pheromone. Coevolution of bark beetles and host trees is discussed in relation to pheromone biosynthesis, host plant selection/suitability, and plant resistance.