Use the AC equivalents.
If the input is sinusoidal, then within some factor, it must be true that the input current can't be more than Vin / Zc, where Zc is the impedance (mostly reactance) of the first series cap. Which thus sets a limit on output power. The same is true for each subsequent stage in the stack, where that capacitor drives the connected diodes, plus the current drawn by the stage above, and this loads the proceeding stage, etc.
(Input current could be more in case of resonance, but we know that C has been selected much larger in comparison to stray inductances, so this is a correct conclusion.)
(Hmm, does that do anything, anyway? Can a resonant CW stack be made? Do the tanks couple too tightly to each other, making the response all weird? If nothing else, the regulation will be poor, so there's that.)
Anyways, this approach works, even though the circuit is nonlinear (full of diodes!). It can be made more rigorous by taking the cycle-averaged response from a given set of diodes, say, and using that voltage and current as an impedance which the capacitor acts against as an impedance divider. In general, the Vrms(Irms) characteristic of something nonlinear, is also nonlinear, so it's not that this helps us solve things very much -- you're still better off doing the transient simulation -- but as long as we can assume something close to proportional, it helps greatly just as a basic starting point, and then we can refine things from there.
Or really not, because who bothers refining these things anyway, you're going to want to know simply what capacitor and diode to buy, get a bunch of them, and let that be that, right?
So, for the same reason, it's very common that simply a straight (all elements equal) ladder is used, and that's just that. And that certainly doesn't work out so poorly in practice!
Note that current increases with every stage, going down towards the source. This implies that most voltage loss should be in the bottom stages (for an equal-value stack), and so we might consider a tapered structure -- build a strong foundation to support the rest, right? But how shall we design it? If we increase the values geometrically, we probably keep losses distributed evenly; but this requires
exponentially many capacitors, so is rather far from economical! Well, maybe -- even the mighty exponential remains tractable at small values, and maybe this still pays off up to, quadruplers or so?
The question is, is it better to distribute values somehow, or just use oversized values in the first place?
I honestly don't know, offhand. I use them so infrequently, I haven't had much need to think about it.
Going back to the impedances, it's a rule of thumb that the AC impedance factors in heavily, with respect to DC output. That is, say we have a 1 ohm source impedance; the DC output resistance might be ca. 4x for a half-wave rectifier, 2x for full-wave. And should be even worse at low power factor. That is, the output resistance increases at light load. Which makes sense enough, what with the conduction angle being smaller, and the diodes carrying less current -- diode internal resistance is roughly inverse with current flow.
I don't know that you can produce more than a rule of thumb, or approximation, for the problem. For sure, a diode and resistance doesn't admit a closed-form solution (see: Lambert W function), so it seems very unlikely that this system would. There are few enough parameters that a useful amount of design space can simply be simulated, or empirically measured, and tabulated. (Covering variables like: capacitor value relative to supply frequency and impedance; diode internal resistance; and equivalent output resistance vs. load, number of stages, etc.)
So, there you have it -- it's a complicated enough system that you're not going to get an exact result, though there isn't really anything deeply insightful to find here, either. It's also an example of a system that's just complicated enough to be easier to solve numerically, or just go to the lab and test. So, maybe not very satisfying, but at least the answers aren't super crazy (it's not like we're solving for polynomial roots), and it's very tractable as an engineering problem rather than a theoretical one.
Tim