#include <MsgBoxConstants.au3> ; to declare the Constants of MsgBox
Local $sRegex = "(?m)(^|\W)(#.*?(?= #|$))"
Local $sString = "text text text text #tag1 #tag2 tag2secondWord #tag3 / withSlash #tag4 #tag5"
Local $sSubst = "$1<span>$2</span>"
Local $sResult = StringRegExpReplace($sString, $sRegex, $sSubst)
MsgBox($MB_SYSTEMMODAL, "Result", $sResult)
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for AutoIt, please visit: https://www.autoitscript.com/autoit3/docs/functions/StringRegExp.htm