\starttypescript[serif]                            [garamond]
    \definefontsynonym[Serif]                    [file:/home/joel/.fonts/EBGaramond-Regular.otf]
    \definefontsynonym[SerifBold]                [file:/home/joel/.fonts/EBGaramond-Bold.otf]
    \definefontsynonym[SerifItalic]                [file:/home/joel/.fonts/EBGaramond-Italic.otf]
    \definefontsynonym[SerifBoldItalic]            [file:/home/joel/.fonts/EBGaramond-BoldItalic.otf]
    \definefontsynonym[SerifCaps]                [file:/home/joel/.fonts/EBGaramond12-AllSC.otf]
\stoptypescript
%
\starttypescript[sans]                            [garamond]
    \definefontsynonym[Sans]                    [file:/home/joel/.fonts/EBGaramond-Regular.otf]
    \definefontsynonym[SansBold]                [file:/home/joel/.fonts/EBGaramond-Bold.otf]
    \definefontsynonym[SansItalic]                [file:/home/joel/.fonts/EBGaramond-Italic.otf]
    \definefontsynonym[SansBoldItalic]            [file:/home/joel/.fonts/EBGaramond-BoldItalic.otf]
    \definefontsynonym[SansCaps]                [file:/home/joel/.fonts/EBGaramond12-AllSC.otf]
\stoptypescript
%
\starttypescript[garamond]
    \definetypeface[garamond]                    [rm][serif][garamond][default]
    \definetypeface[garamond]                    [ss][sans][garamond][default]
    \definetypeface[garamond]                    [mm][math][modern][default]
\stoptypescript
%
\setupbodyfont[garamond, 12pt]

\definesymbol[bighand][{{☞}}]

\define[1]\prompt{%
    \startitemize[symbol=bighand]
        {\it #1}
    \stopitemize
}%

\defineitemgroup[prompt][symbol=bighand, style=italic]

\starttext

    Why does this work? ☞☞☞☞
    
    \prompt{\startitem But not here?\stopitem}

\stoptext