That sounds like PowersHell is similar to Esperanto - systematic and regular, but otherwise awkward and just doesn't have the staying power of a real, organically-developed language.

There's no need to "understand" "names like grep"; you learn it as a language like any other. If you aren't thinking of "grepping" (or cd'ing, ls'ing, fsck'ing, etc.) naturally and are always trying to translate the words into English (or some other language), you're doing it wrong.