Minimal example, this works as expected

library(htmltools)
dep <- htmlDependency(
  name = "jquery",
  version = "1.0.0",
  src = c(file = "www/shared"),
  script = "jquery.min.js",
  package = "shiny"
)
renderDependencies(list(dep))

<script src="www/shared/jquery.min.js"></script>

This does not:

shiny::createWebDependency(dep)

Error in value[[3L]](cond) : 
  Couldn't normalize path in `addResourcePath`, with arguments: `prefix` = 'jquery-1.0.0'; `directoryPath` = 'www/shared'

I noticed this in a shiny app that uses crosstalk and leaflet. The dev version of crosstalk::crosstalkLibs() now returns html dependencies with relative paths which ends up being a problem for this line of leaflet

https://github.com/rstudio/leaflet/blob/44df7d18a2618e0aeecb4145d765e597ec65878b/R/utils.R#L201

Since others might want to use shiny::createWebDependency() in a similar way, I figured the fix should derive from here.