tree shrews -> lemurs -> tarsiers -> apes* -> humans
* The earliest apes differentiated from ancestral haplorhines during the early Miocene Epoch, about 18-22 million years ago.
PS. Keep in mind that the modern critters listed above are just approximations of the ancestral creatures, as the extant species have also continued to evolve, though with lesser divergence. Note that monkeys diverged down their own path from tarsiers, and so apes did not evolve from monkeys, contrary to popular cliché.
How do you supppose that first 23 Chromosomer haploid felt when he met his female counterpart, the 24 Chromosomer haploid?