Is a Procyon - brown dwarf - Jupiter - superearth - Mars - Pluto system theoretically possible?
Thanks to this answer linked by antispinwards I learned that such system most probably would not be stable, as I calculated it with proximity to upper limit of Hill sphere for each body.

But, if instead, I would have taken distances closer to 1/3-1/2 Hill sphere, it could be theoretically feasible.


  The orbit of a satellite's satellite will be stable if it's deep
  enough inside the Hill sphere, within the so-called true region of
  stability. The limits are a bit fuzzy, but the true region of
  stability is typically the lower 1/3 to 1/2 of the Hill sphere.


On a personal note, if it's so, it surprises me this type of systems are not more pondered on and discussed, with maybe even some probabilities calculated. As it could have a great impact on thinking about abundance of potentially habitable worlds in the universe (imagine how great a number of earth-like satellites could live in such a system in the habitable zone of its host star (it being short-lived on cosmological time-scale notwithstanding)).